Kid-friendly holiday rentals in Kendall County

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Kendall County

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Guest house in Boerne

4.95 out of 5 average rating, 110 reviews

Adorable 1-bedroom guesthouse on gated property!

Relax in this stylish space located 9 miles from Six Flags, 6.6 miles to Camp Bullis, 10 miles to Shops at La Cantera and The Rim. If Wineries are on the agenda, Fredericksburg is a skip down the I-10. Conveniently located close to I-10 for trips to downtown San Antonio or Historic heart of Boerne. After a full day of adventures, return to a peaceful 900 SqFt 1-bedroom to unload by the fire pit in the Hill Country. Lackland AFB is a short 34 miles away with 1604 and 410 a short drive on I-10

Top guest favourite

Cabin in Fredericksburg

4.99 out of 5 average rating, 191 reviews

Ranch Retreat, Romantic, Views, Wineries, Wildlife

Experience a hilltop ranch w/ spectacular views and lots of wildlife! Romantic, secluded w/ great VIEWS in every direction. Perfect for a "get away from it all" experience. Enjoy local wineries or view whitetail deer, armadillos, fox, wild pigs, & South TX rare birds on the property! Most guests comment on the quietness and stars in the sky! Hike the acreage, visit the wineries, nearby day trips or just RELAX! We've added new house on other side of ranch w/ it's own road for privacy. See below

Top guest favourite

Treehouse in Blanco

4.98 out of 5 average rating, 106 reviews

The Treehouse at Hill Country Nature Retreat

Explore an expansive viewpoint of the Texas Hill Country. This handbuilt, one-of-a-kind treehouse is nestled on 37 forested acres. With its unique design and stylish interiors, private half mile hiking trail, hammocks, and screened in porch, the treehouse invites you unwind, rest, and recharge in nature. You won’t be surrounded by other Airbnbs here. Book a night or two and enjoy some peace. (The covered outside staircase takes you from the downstairs kitchen/bathroom to the 2nd floor bedroom.)

Top guest favourite

Home in Boerne

5 out of 5 average rating, 79 reviews

Firefly Flats - Walk to Downtown

Welcome to Firefly Flats, Wanda, located just 2 blocks off beautiful Historic Main Street Boerne. The home is located central to shopping, restaurants and parks. This beautiful, clean, family & pet friendly home offers a great stay for couples, families & small groups alike. Perfect for weekend getaways, couples retreat, girls/guys weekend or a family vacation. Enjoy a large screen TV, Disney+, high-speed internet, fire pit, outdoor patio, hotel quality towels and linens. Small dogs welcome!

Superhost

Home in Fredericksburg

4.88 out of 5 average rating, 171 reviews

Twilight Ranch - cabin w/hot tub and dog friendly!

Escape to the Texas Wine Country of Fredericksburg, TX in this charming farmhouse cottage. This ranch is situated halfway between Fredericksburg and Comfort TX and is a perfect home base as you explore the Texas Hill Country. Only a 5 min drive away, see the bats at Old Tunnels State Park and eat at the Alamo Springs Cafe (who claims the best burger in Texas). Luckenbach dance hall or many wineries and the 290 wine trail are a 20 min drive and Bankersmith restaurant is only 10min drive.

Guest favourite

Guest suite in Pipe Creek

4.96 out of 5 average rating, 152 reviews

Madrona Ranch Casita | Private Hot Tub | Pets OK

Perched on a hillside overlooking Red Bluff Creek, the Casita at Madrona Ranch has everything you need for a relaxing family getaway! This is one of the best waterfront cabin rentals we have at Backroads Reservations, with its amazing views of the Hill Country, quiet rural setting, and convenience to the shops and attractions of nearby Pipe Creek and Boerne. Inside and out-from the tree-lined property to the rustic beamed ceilings, this sweet little cabin has to be seen to be believed!

Top guest favourite

Home in Comfort

4.98 out of 5 average rating, 183 reviews

High Street Guesthouse - Comfort Historic District

Located in Comfort's Historic District, High Street Guesthouse is steps away from local events, unique shops, restaurants and wineries. Family owned since it was built in the early 1900's, High Street Guesthouse was fully renovated to include modern amenities while maintaining the original history and charm. Entire Guesthouse available for 1 to 8 guests. Enjoy your time in "Comfort" at the quintessential High Street Guesthouse. WiFi recently installed

Top guest favourite

Cottage in Boerne

5 out of 5 average rating, 138 reviews

Duck Inn, walk Downtown, fenced yard w/ fire pit.

Headline: Duck Inn, Walk to Downtown Boerne. 1/2 block to Dodging Duck Brewery and Salvador Dobbs Lounge. Walk 1/2 block to the Heart of Boerne trail along Cibolo Creek leading to historic downtown. Renovated one story home, featuring a full kitchen. Gather in the den, which has a sleeper sofa, loveseat and recliner. Bedroom 1 has a King bed, Bedroom 2 has a Queen bed. The bathroom has a shower/tub combo. Privacy fenced backyard with fire pit.

Superhost

Farm stay in Fredericksburg

4.77 out of 5 average rating, 26 reviews

New Barndo on Farm Vineyard

Reconnect with nature at this country escape. Newly constructed Barndo steps from Grapetown Vineyard and Farm. You will wake up to the sounds of chickens, peacocks, goats, pigs and even zebra. These are simple one bedroom units (1 Queen Bed) with private bathrooms. A bed and a bathroom. No frills. No TV. Shared walls between units. The Vineyard is open to guests during publicly listed open hours. Safari Wine Tours available on site.

Top guest favourite

Flat in Comfort

4.96 out of 5 average rating, 221 reviews

Penthouse @ The Towers of Comfort.

Separate entrance allows for complete privacy. Perfect location for hill country dining, shopping and attractions. Some of the best wineries along with our local. We are perfectly situated five minutes to Comfort, 20 minutes to Fredericksburg or Boerne and 25 minutes to Kerrville. Good for couples, solo adventurers, and business traveler. Not suitable for young children. Unit has stairs and is not childproof.

Guest favourite

Home in Comfort

4.93 out of 5 average rating, 183 reviews

Guesthouse at Hill Country Pottery No cleaning fee

Peaceful secluded cabin comfortably nestled on 23 acres in the beautiful Hill Country of central Texas. Convenient access to local wineries, and close proximity to charming towns, such as Fredericksburg, Boerne, and Comfort. The Guesthouse is on a shared property with Hill Country Pottery, which is s short walk away from the home. Also only 8 miles from the shops and restaurants of downtown Comfort.

Guest favourite

Home in Boerne

5 out of 5 average rating, 9 reviews

Downtown Cottage

Enjoy the best of both worlds with this cozy getaway-just a two-block walk to downtown's shops, restaurants, live music and attractions, yet tucked away in a peaceful, quiet setting. Whether you're here to explore the city or unwind, you'll find the perfect balance of convenience and tranquility. Ideal for those seeking comfort and serenity with easy access to everything downtown has to offer.